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Pending
  • $8,500,000

    18 Tokeneke Trl, Darien, CT 06820

    7beds
    9,649sqft
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    Residential, Single Family Residence
    Built in 1928
    5.35 Acres Lot
    $-- Zestimate®
    $881/sqft
    $192/mo HOA

    What's special

    Guest suiteOriginal sweeping drivewaySunroom with barInviting gourmet kitchen
    This magnificent Round Meadows estate with a fantastic 9700 square foot house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association of Darien with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately combine the best of an elegant and storied past of the original grandeur of its early twentieth century origins with new and soaring modern spaces. They have meticulously recreated the splendor of the arches, moldings, windows, light fixtures and even the original sweeping driveway while updating it for the state-of-the-art fine living of today. Robin Stineman -WPSIR 203-964-7813 Round Meadows' totally renovated 19 room home has 7 bedrooms, 7 full baths, including a spectacular primary suite with spa, 3 half baths, library, office and guest suite. Enter through the 2 story foyer with soaring ceilings to the 3 large entertaining rooms, comprised of the living room, sunroom with bar, and an elegant formal dining room with fireplace. The inviting gourmet kitchen is seamlessly connected to a cozy family room with a fireplace which opens onto extensive terraces that overlook acres of manicured lawns and gardens. Add the 3 car garage off a grand mud hall with bath and laundry. Round Meadows honors the past as it pays forward an aspirational essence in the new construction feel, anchored by old world sophistication. The past in present tense.
    312 days
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    221
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    5
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    Zillow last checked:

    Listing updated:

    Listed by:

    Rebecca Munro 203-858-6182,

    Brown Harris Stevens LLC

    Source: Greenwich MLS, Inc.,MLS#: 123518MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 10
      • Full bathrooms: 7
      • 1/2 bathrooms: 3
      Heating
      • Forced Air, Propane
      Cooling
      • Central Air
      Appliances
      • Laundry: Laundry Room
      Features
      • Kitchen Island, Sep Shower, Pantry
      • Basement: Partial
      • Number of fireplaces: 5
      Interior area
      • Total structure area: 9,649
      • Total interior livable area: 9,649 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Garage Door Opener
      • Garage spaces: 3
      Features
      • Patio & porch: Terrace
      • Has spa: Yes
      • Spa features: Bath
      Lot
      • Size: 5.35 Acres
      • Features: Level, Parklike
      Details
      • Parcel number: 035 69 25
      • Zoning: RA-1
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Residential, Single Family Residence
      Materials
      • Stucco
      • Roof: Tile
      Condition
      • Year built: 1928
      • Major remodel year: 2025

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Propane

      Community & HOA

      Community
      • Security: Security System
      HOA
      • Has HOA: Yes
      • Services included: Snow Removal
      • HOA fee: $2,298 annually
      Location
      • Region: Darien

      Financial & listing details

      • Price per square foot: $881/sqft
      • Tax assessed value: $5,020,830
      • Annual tax amount: $77,709
      • Date on market: 9/4/2025
      • Inclusions: Call LB, All Kitchen Applncs

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $7,986/mo

        Price history

        DateEventPrice
        6/9/2026Pending sale$8,500,000$881/sqft
        Source: Smart MLS #24122386 Report a problem
        3/13/2026Price change$8,500,000-9.1%$881/sqft
        Source: Smart MLS #24122386 Report a problem
        9/4/2025Listed for sale$9,350,000$969/sqft
        Source: Smart MLS #24122386 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$55,174 -0.4%$3,564,190 -5.5%
        2024$55,376 +8.6%$3,769,640 +30.2%
        2023$50,999 +2.2%$2,896,040
        2022$49,899 +2.3%$2,896,040
        2021$48,769 +3.1%$2,896,040
        2020$47,292 -0.9%$2,896,040
        2019$47,698 +2.4%$2,896,040
        2018$46,568 -0.5%$2,896,040
        2017$46,800 +2.5%$2,896,040
        2016$45,671 +2.7%$2,896,040
        2015$44,454 +2.3%$2,896,040
        2014$43,470 -11.1%$2,896,040 -22%
        2013$48,900 +3.9%$3,713,010
        2012$47,081 +3.9%$3,713,010
        2011$45,299 +3.9%$3,713,010
        2010$43,591 +3.3%$3,713,010
        2009$42,217 -16.1%$3,713,010 +7.4%
        2008$50,289 +4.9%$3,456,320
        2007$47,939 +3.5%$3,456,320
        2006$46,315 -28%$3,456,320 -30%
        2005$64,288 +55.6%$4,937,600 +42.9%
        2004$41,303 +88.3%$3,456,320 +105.8%
        2003$21,935 -6.8%$1,679,580
        2001$23,548 +7.4%$1,679,580 -30%
        2000$21,935 -9.9%$2,399,400 +74.7%
        1999$24,340 $1,373,610
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: Tokeneke

        Getting around

        6 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        21 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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